Photoinduced Copper-Catalyzed 1,2-Difunctionalization of 1,3-Dienes with Aryl Diselenides
Shengkun Guo, Xiaoyu Shen, Xiaoyun Chen, Huaguang Yu, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Hong Hou, Shaoqun Zhu
Abstract
Described herein is a photoinduced copper-catalyzed 1,2-difunctionalization of 1,3-dienes. The selenium atom radical was generated by the visible light irradiation of diselenides, triggering radical addition with 1,3-dienes to form allyl radical intermediate. Subsequent rapid Z / E isomerization allowed for thermodynamically favorable intermediate formation and enabled copper catalyzed stereoselective functionalization with various nucleophiles.
Topics & Concepts
ChemistryIsomerizationArylCopperCatalysisNucleophilePhotochemistryStereoselectivitySurface modificationPolymer chemistryOrganic chemistryPhysical chemistryAlkylSulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryCatalytic C–H Functionalization Methods